Orange to orange-yellow vat dye and process of making same.



INITED STATES-PATENT OFFICE. ALFRED SCHAARSGHMIDT, F nilsiiuswirznntmn, ASSIGNOR TO THE FIRM oF SOGIE'rY' OF CHEMICAL mnusrurm, BASLE, 'OF BASEL, SWITZERLAND.

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Specification of Letters Patent. I a uoaaonim'e d Ari-11.22, 1908. Serial No. 428,688.

Patented-Sept. 2c, 1908.

To all whom it ma concern."

Be it known that I, ALFRED 4.SCHAAR- SCHMIDT, doctor of philoso by and chemist, a subject of theKing of axony, and resident of Basel, Switzerland, have invented new and useful Orange to Orange-Yellow Vat Dyes and a. Process of Making the Same,

of which thefollowing is a full, clear, and exact specification.

. I have found that by. heating 2-methyl'an-' thraquinone and 2-methylhalogenanthraquinones (in the anthraquinone nucleus halogen substituted 2-,methylanthraquinone) with sulfur at a high temperature and by treating subsequently the raw product thus obtained with a hypochloritenew valuable orange to orange-yellow vat dyes are obtained. The manufacture ofthese new vatdyes is illustrated by the following examples: a

Example I.-10 (parts of 2-methylahthraquinone are heate with 30-40 arts of sulfur to 290300 0., until the evo ution of hydrogen hydrosulfid has nearly ceased. Then the temperature is raised to 320 330 (3., at which temperature a' second evolution of hydrogen sulfid takes place. When this-latter also has ceased, the melt is cooled, ulverized and extractedwith carbon disu d. The so obtained raw-dye, which dyes cotton from. its alkaline hydrosulfite vat dirty brownish-olive tints, is mixed with a dilute solution of sodium hypochlorite to form a thin paste and then heated at the water bath temperature, until the dark-coloration of the mixture has changed to a pure orange coloration. The resulting d estufl is then separated by filtration, was ed with water'and dried. It constitutes an orange powder, dissolving in concentrated sulfurlc' acid with a dirty wine-red color and in fuming sulfuric acid of 24 0 anhydrid with a dark green coloration. yields an'orange-red vat dyeing unmordanted cotton brownshades turning by their exposure to the air .01 more quickly by their assage .through'a dilute solution of sodium ypochlorite to clear orange tints fast to washing, light and chlorin.

Examgle II. 10 parts of the 2-methyl-3-" chlorant raquinone melting at 215 C. are heated with 30 to 40 parts of sulfur for about 3 to 4 hours at 250. to280 C. The resulting. melted mass is cooled down, ulverized and extracted with carbon disulfi or a solution.

ith soda-lye and hydrosulfite it.

to orange-yellow powders so of sodium sulfid. in order to eliminate the excess of sulfur from the mass. The dye thus obtained can be employed directly for dyeing or after it has been purified by a treatment with sodium hypochlorite. To this latter purpose the dye 1s diluted with water in order to form a fluid mass to which a solution of sodium hypochlorite is added and the resulting mixture is stirred durin 1 hour at the ordinary temperature or at t e temperature of water bath. The dye 1s then lsolated by filtration, washed with water and dried. It constitutes va yellow-brown owder dissolving in concentrated sulfuric acid to a violet-blue solution and in fumin sulfuric acid of 24 per cent. anhydrid wit a pure green coloration. By its treatment with soda-lye and-hydrosulfite it yields a brown vat dyeing cotton brown tints turning by exposure to the air or more quickly by a assage through a dilute solution of by 00 1orite to a pure orange-yellow. The yeings are fast to washing, light and chlorin.

If in the fore oing Example II, the reaction is performs at a higher temperature of- (300 to, 330 C.) a more reddish product is obtained, while by the performancepf the reaction at a lower temperature a more yellowish product is obtained.

What I claim is:

1. The described process'for the manufacture, of orange to orange-yellow vat-d 'es of the anthraquinone-series, which consists in heating 2-methylanthraquinone with sulfur to a high temperature and then treating the resulting raw-products with a hypochlorite.

2. The described process for the manufacture of orange to orange-yellow vat-dyes by wlth sulfur to a hightemperature and then treatin the resulting raw-products with a hypoc orite,

3. The described process for the manufacture of orange to orange-yellow vat-dyes by heating 2 methyl 3 chloro anthraquinone with sulfur to a high temperature and then treating the 'resultmg raw-products with a hypoc orite.

4. .As new products the vat-dyes, obtainable by heating 2 methylanthraquinone with sulfur to a high temperature andthen treatingthe resulting raw-products with a hypoch orite, constituting in dr state orange lu le in concentrated surfuric acid to dirty claret-colored heating 2 methylhalogen anthraquinones able by heatin violet blue color, dissolving in fuming sulfuric acid of 24 er cent. anhydrid to green 15 solutions and yie ding with alkaline reducing agents vats dyein cotton orange-yellow shades fast to washln light and chlorin.

In witness whereof have hereunto signed my name this ninth day of April 1908, in the 20 presence of two subscribing witnesses.

ALFRED SUIIAARSLIIMIDT.

Witnesses r GEO. Grrronn, ARNOLD ZUBER. 

